Discover the Best of Chicago: 6-Day Itinerary

Fabiola Acosta

15 Oct 2023

Embark on an unforgettable journey through the vibrant city of Chicago. Explore iconic landmarks, indulge in delicious cuisine, and immerse yourself in the rich culture of the Windy City.

Trip to Chicago

Tours & Activities

Viator Tours

Day 1

$78

$ 8

Hotel Felix

Depart from your stay 🏨

12 - 17 min

Directions

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

7 - 10 min

Directions

7:30 AM - 8:30 AM

•

10 - 12 min

Directions

Observatory on the 94th floor of the John Hancock Building with a tilting glass lookout 1000ft up.

9:00 AM - 10:30 AM

•

$31

10 - 12 min

Directions

Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.

11:00 AM - 1:00 PM

•

$31

2 - 3 min

Directions

24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.

1:30 PM - 3:30 PM

•

Free

5 - 8 min

Directions

Huge outdoor sculpture shaped like a bean & allowing for views from its many mirrored sides.

4:00 PM - 5:00 PM

•

Free

7:30 AM - 8:30 AM

•

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

Day 2

$116

$ 10

Hotel Felix

Depart from your stay 🏨

14 - 17 min

Directions

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

4 - 6 min

Directions

7:30 AM - 8:30 AM

•

$15

11 - 14 min

Directions

Renowned art museum holding nearly 300,000 works from all over the world, spanning many centuries.

9:00 AM - 12:00 PM

•

$31

6 - 8 min

Directions

State-of-the-art indoor aquarium, famous for its variety of habitats & views of Lake Michigan.

12:30 PM - 3:30 PM

•

$50

10 - 15 min

Directions

Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.

4:00 PM - 5:00 PM

•

Free

7:00 PM - 8:30 PM

•

$19

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

Day 3

$50

$ 10

Hotel Felix

Depart from your stay 🏨

11 - 14 min

Directions

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

8 - 11 min

Directions

7:30 AM - 8:30 AM

•

7 - 9 min

Directions

Riverside pedestrian path featuring city views & dining, plus bridges, fishing piers & boat docks.

9:00 AM - 11:00 AM

•

Free

5 - 6 min

Directions

312-acre centerpiece of Downtown housing some of the city's busiest attractions.

11:30 AM - 1:30 PM

•

Free

19 - 28 min

Directions

Lakeside home to the Chicago Bears, this 1924 open-air stadium received a modern upgrade in 2003.

2:00 PM - 6:00 PM

•

$30

Serving traditional Italian food since 1956 with a passion for traditional Italian dishes has created our fine menu of tried and true classics sure to impress anyones pallet.

7:00 PM - 8:30 PM

•

$13

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

Day 4

$57

$ 5

Hotel Felix

Depart from your stay 🏨

14 - 17 min

Directions

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

10 - 15 min

Directions

YOLK, created by founder Taki Kastanis in 2006, has evolved into Chicago's #1 breakfast hot spot. Follow us on Twitter and Instagram @EatYolk #EatYolk

7:30 AM - 8:30 AM

•

$12

2 - 3 min

Directions

57-acre grounds with the Adler Planetarium, Shedd Aquarium & Field Museum, plus dining & lake beach.

9:00 AM - 12:00 PM

•

Free

12 - 18 min

Directions

State-of-the-art museum of science & invention, with the world's largest Tyrannosaurus Rex.

12:30 PM - 3:30 PM

•

$31

Serving traditional Italian food since 1956 with a passion for traditional Italian dishes has created our fine menu of tried and true classics sure to impress anyones pallet.

7:00 PM - 8:30 PM

•

$13

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

Day 5

$99

$ 10

Hotel Felix

Depart from your stay 🏨

23 - 28 min

Directions

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

8 - 11 min

Directions

Raw, vegan, gluten-free, soy-free, peanut-free, smoothie bar, juice bar, herbs, tea, essential oils

7:30 AM - 8:30 AM

•

$10

5 - 6 min

Directions

Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.

9:00 AM - 1:00 PM

•

$38

16 - 20 min

Directions

540-plus-acre city park featuring a beach, gardens & indoor/outdoor fitness facilities.

1:30 PM - 3:30 PM

•

Free

8 - 11 min

Directions

Iconic, 110-story skyscraper featuring expansive views of Chicago from its 103rd-story Skydeck.

4:00 PM - 6:00 PM

•

$31

7:00 PM - 8:30 PM

•

$20

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

Day 6

$147

$ 10

Hotel Felix

Depart from your stay 🏨

8 - 10 min

Directions

Modern property built from repurposed materials, featuring a French-inspired eatery & a lounge.

7:30 AM - 7:30 AM

•

Free

7 - 10 min

Directions

Lou Mitchell’s is not only a classic Chicago icon, but our food is recognized both nationally and internationally with endless accolades. Among the list are USA Today, American Way, newspapers, magazines, food critics, television. It’s a must see place.

7:30 AM - 8:30 AM

•

$11

10 - 12 min

Directions